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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Middletown cottages

Exterior

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is £176
includes taxes & fees
17 Apr - 18 Apr
Backyard Garden Oasis
Outdoor dining

Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (1 review)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
United States
kelsie i.
The price is £174
includes taxes & fees
6 Apr - 7 Apr
Garden house with gas fireplace
House (2 Bedrooms) | Interior

Clear Lake Living! Pet-friendly Gem w/ Fenced Yard

Clear Lake Living! Pet-friendly Gem w/ Fenced Yard
3.0 star property
Lakeport
Clear Lake Living! Pet-friendly Gem w/ Fenced Yard
Exterior

Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga
Calistoga
9.6 out of 10, Exceptional, (35 reviews)
"Perfect little cottage within walking distance to everything in downtown Calistoga! Bed was so comfy and the fireplace made it feel extra cozy. We definitely want to stay here again!"
United States
Cameron D.
The price is £286
includes taxes & fees
6 Apr - 7 Apr
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior

Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (2 reviews)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
United States
Ronny
The price is £277
includes taxes & fees
5 Apr - 6 Apr
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Exterior

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
The price is £194
includes taxes & fees
6 Apr - 7 Apr
Charming King Cottage
Terrace/patio

Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (3 reviews)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveller
The price is £277
includes taxes & fees
5 Apr - 6 Apr
Escape to wine country in your independent cottage in downtown Calistoga
Exterior

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.6 out of 10, Exceptional, (72 reviews)
"Good location for coffee and restaurant. Nice backyard "
United States
vicki a.
The price is £316
includes taxes & fees
22 Apr - 23 Apr
Wine Country Cottage in downtown Santa Rosa, CA
Property grounds

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!"
United States
Kevin T.
The price is £174
includes taxes & fees
6 Apr - 7 Apr
Comfort and Style in Our Queen Cottage
Outdoor spa tub

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
Kenwood
9.0 out of 10, Wonderful, (2 reviews)
"Such a cute place! The turn into the property is a bit hidden right before the bridge but once you find it the house is so secluded with plenty of space. The kitchen was fully stocked and had everything you could think of. Did a wine tasting with their tasting room and everyone was so welcoming and sweet. Thank you! "
United States
Sara W.
The price is £464
includes taxes & fees
15 Apr - 16 Apr
The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
Exterior detail

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Geyserville
10.0 out of 10, Exceptional, (1 review)
"WELL......if I wasn't so ecstatic to share my joy, I would be selfish and not want anyone else to discover this gem...This place is THE DREAM. It's giving all the vibes: Gorgeous wine country, iconic farm meets industrial design AND adorable goats, mustangs and a cutey cow? I mean come on! Coffee and wine stocked....walk anywhere in town...Space is private and peaceful and Danae was such a gracious host when I had any questions...I wished I could have stayed a week. I'll be back for sure, and...
United States
Lauren K.
The price is £276
includes taxes & fees
14 Apr - 15 Apr
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Microwave, oven, stovetop, dishwasher

Enchanting Vineyard cottage nestled in the wine country!

Enchanting Vineyard cottage nestled in the wine country!
Santa Rosa
The price is £532
includes taxes & fees
6 Apr - 7 Apr
Enchanting Vineyard cottage nestled in the wine country!
House (2 Bedrooms) | Interior

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
The price is £204
includes taxes & fees
5 Apr - 6 Apr
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Exterior

The Atlas Calistoga - Cottage #1

The Atlas Calistoga - Cottage #1
Calistoga
10.0 out of 10, Exceptional, (17 reviews)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
The price is £640
includes taxes & fees
26 Apr - 27 Apr
The Atlas Calistoga - Cottage #1
House (3 Bedrooms) | Interior

Dock, Slip & Launch: Waterfront Home on Clear Lake

Dock, Slip & Launch: Waterfront Home on Clear Lake
3.0 star property
Kelseyville
Dock, Slip & Launch: Waterfront Home on Clear Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

10/10 Excellent
"Avocado toast was fresh. Had no negative experiences with parking."
Judith mccann 1-night trip
Posted 1 hour ago
Hyatt Regency Sonoma Wine Country

Find out more about Middletown

Middletown Cottages information

Number of reviews
191
Accommodation
112 Cottages
Lowest Price
£174
Highest Price
£640

Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between £174 and £640 per night for cottages in Middletown. No matter your budget, a wonderful stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Middletown?
You bet! Book a room at Backyard Garden Oasis, a good base for exploring the outdoors in Middletown. This family-friendly cottage has a 3-star rating and offers conveniences such as a barbecue grill and housekeeping services. Once your digs are in order, round up the crew and visit Middletown's family-friendly attractions. Cobb Mountain is a terrific place to kick off your sightseeing.
Why book your cottage in Middletown with Expedia?
We think a getaway should be a walk in the park, so if you're looking for cottages in Middletown at an affordable rate, Expedia has your back. Save those pennies and choose an economical option far from the hustle and bustle, or splurge on a 5-star cottage to treat your loved ones.
How can I find cheap cottages in Middletown?
With Expedia's user-friendly filter tool, sourcing cheap cottages in Middletown is a breeze. To discover properties that are friendly on the wallet, narrow your search results by amenities, star rating and budget.
What is there to do in Middletown near my cottage?
Once you've checked in to your hotel, set out and discover the awesome things Middletown has on offer. Beaver Creek Vineyards is a top attraction to add to your must-see list.